Cyclooctylamine → HCID 43399503, compound

HRID 1364389Notes

Reaction equation

HRID 1364389 reaction equation
[CH:1]1([NH2:9])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[F:10][C:11]1[CH:18]=[CH:17][CH:16]=[C:15](F)[C:12]=1[C:13]#[N:14]>CN(C=O)C>[CH:1]1([NH:9][C:15]2[CH:16]=[CH:17][CH:18]=[C:11]([F:10])[C:12]=2[C:13]#[N:14])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 2903CyclooctylamineHCID 746952,6-Difluorobenzonitrile

Product 1

HCID 43399503HCID 43399503, compoundYield 66.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Cyclooctylamine (1.4 mL; 10 mmol) was added dropwise to a solution of 2,6-difluorobenzonitrile (1.39 g, 10 mmol) in DMF (6 ml) at 0° C. The reaction mixture was stirred at room temperature for 4.5 hours. The reaction mixture was added to vigorously stirred ice water (40 ml) and extracted with ethyl acetate. Solvent was removed to yield 1.63 grams of 2-cyclooctylamino-6-fluorobenzonitrile.

Workup

  1. extractionextracted with ethyl acetate
  2. customSolvent was removed

Sources & evidence

ORD record
ord-381029914ea042f887dfe8c8587a168e
Source dataset
uspto-grants-2011_02
Patent number
US07888366B2

Reaction notes

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